Ural Branch
of the Russian Academy
of Sciences
MedChem
Russia 2019
4th Russian Conference
on Medicinal Chemistry
with international participants
June 10-14, 2019
Ekaterinburg, Russia
Abstract book
378
MedChem Russia 2019
Biological activity of novel fluorinated quinazolines
Moshkina T.N., Nosova E.V.
Department of Organic and Biomolecular Chemistry, Ural Federal University named after
the first President of Russia B.N.Yeltsin, Russia, 620002 Ekaterinburg, Mira st., 19
Quinazoline derivatives is an important class of heterocyclic compounds, among which
antagonists of enzymes and of a number of receptors, compounds with antitumour, antiviral
and antibacterial activity were found. A special place among these compounds is occupied
by the fluorine-containing derivatives. We managed to develop a number of effective
synthetic approaches to fluorinated quinazolines with different types of biological activity.
2-Alkylthio-4-arylamino-6,7,8-trifluoroquinazolines 1 were studied at State Scientific
Center of Virusology and Biotechnology (Novosibirsk), Flu Institute (S.-Petersburg) and
Phtiziopulmonology Institute (Ekaterinburg). Derivatives active towards pox-viruses, flu
virus and tuberculosis micobacteria were found.
Antiviral activity:
Ar = Ph,
Alk = Et
variolovaccine (VV) IC50 = 0.05 µg/mL,
ektromelia (Ectr) IC50 = 0.05 µg/mL,
monkeys smallpox (MPV) IC50 < 0.05 µg/mL;
VV IC50 0.09 µg/mL,
Ectr IC50 0.11 µg/mL, MPV IC50<0.05 µg/mL;
FLU VIRUS A (H3N2) lgID50/50mL = 4.0
Antitubercular activity:
H37RV 1,5 μ/ml; M. Avium 1,5 μ/ml;
Ar = 2-OMeC6H4,
Alk = Me
M. Terrae 1,5 μ/ml; MDR strain 1,5 μ/ml
Ar = 3,4-diFC6H3,
Alk = Et
We found that transformation of 3-aminoquinazolinones into arylydenamino ones
represents a perspective way for search new fungistatic agents. 3-Arylydeneaminoquinazolines
2 were studied at Dermatology and Venereology Institute (Ekaterinburg).
Fungistatic activity:
Trichophyton mentagrophytes var. Interdigitale
(MIC 3.12 mg/mL),
Trichophyton schoenleinii (MIC 1.5 mg/mL),
Epidermophyton floccosum (MIC 0.75 mg/mL),
Microsporum canis (MIC 25 mg/mL)
The work was carried out with financial support from the Ministry of Education of Russian
Federation (State Contract 4.6351.2017/8.9).